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Deputy Director Workforce Development Jobs (NOW HIRING)

Career TEAM

Deputy Director - Deep East

Lufkin, TX

Career Team is a leading workforce development organization on a mission to transform lives. We ... Deputy Director REPORTS TO: Project Director LOCATION: Deep East Texas Workforce Development Area ...

Career TEAM

Deputy Director - Deep East

Crockett, TX

Career Team is a leading workforce development organization on a mission to transform lives. We ... Deputy Director REPORTS TO: Project Director LOCATION: Deep East Texas Workforce Development Area ...

Career TEAM

Deputy Director - Deep East

Center, TX

Career Team is a leading workforce development organization on a mission to transform lives. We ... Deputy Director REPORTS TO: Project Director LOCATION: Deep East Texas Workforce Development Area ...

Career TEAM

Deputy Director - Deep East

Jasper, TX

Career Team is a leading workforce development organization on a mission to transform lives. We ... Deputy Director REPORTS TO: Project Director LOCATION: Deep East Texas Workforce Development Area ...

Career Team

Deputy Director - Deep East

East Texas, PA · On-site

$80K - $90K/yr

Deep East Texas Workforce Development Area EMPLOYMENT TYPE: Full-Time, Exempt Employee Career Team is looking to hire a Deputy Director tasked with assisting management in planning, organizing, and ...

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How much do deputy director workforce development jobs pay per year?

As of Sep 1, 2026, the average yearly pay for deputy director workforce development in the United States is $126,377.00, according to ZipRecruiter salary data. Most workers in this role earn between $98,500.00 and $151,000.00 per year, depending on experience, location, and employer.

What does a deputy director workforce development do?

A Deputy Director of Workforce Development assists in overseeing programs and initiatives aimed at improving employment opportunities and workforce skills within a community or organization. They help develop policies, manage staff, coordinate with employers and educational institutions, and monitor program effectiveness. Their role often involves strategic planning, budget management, and reporting outcomes to senior leadership or government bodies. The Deputy Director works to ensure that workforce programs align with economic trends and meet the needs of both job seekers and employers.

What are the key skills and qualifications needed to thrive as a deputy director workforce development, and why are they important?

To thrive as a Deputy Director Workforce Development, you need a strong background in workforce planning, program management, and policy analysis, often supported by a degree in human resources, public administration, or a related field. Familiarity with labor market analytics tools, workforce management systems, and relevant certifications such as SHRM or PHR is beneficial. Exceptional leadership, strategic communication, and stakeholder engagement abilities are crucial soft skills for success. These competencies ensure effective program oversight, alignment with organizational goals, and the ability to drive impactful workforce initiatives.

What are some common challenges faced by a deputy director workforce development, and how can they be addressed?

Deputy Directors of Workforce Development often navigate challenges such as balancing strategic planning with day-to-day operational demands, managing diverse stakeholder expectations, and ensuring program alignment with evolving labor market trends. Addressing these challenges typically involves fostering strong communication with team members and external partners, leveraging data to guide decision-making, and staying proactive about policy changes and funding opportunities. Building collaborative relationships and investing in professional development for staff also help create a resilient and adaptive workforce development team.

What is the difference between Deputy Director Workforce Development vs Workforce Program Manager?

AspectDeputy Director Workforce DevelopmentWorkforce Program Manager
CredentialsBachelor's degree, often with experience in workforce or public administrationBachelor's degree, with experience in program management or workforce services
Work EnvironmentAdministrative offices, government agencies, nonprofit organizationsCommunity centers, training facilities, government programs
Employer & Industry UsageGovernment agencies, workforce development boardsNonprofits, educational institutions, government programs
Primary FocusOverseeing workforce development strategies and staffManaging specific workforce programs and initiatives

The Deputy Director Workforce Development typically holds a higher-level leadership role, overseeing broader strategies and teams, while the Workforce Program Manager focuses on managing specific programs within the workforce development sector. Both roles require relevant experience and work in similar environments, but differ in scope and responsibilities.

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Deputy Director Workforce Development jobs near you
Infographic showing various Deputy Director Workforce Development job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 82% Full Time, 15% Part Time, and 2% Contract. Highlights an 91% Physical, 3% Hybrid, and 6% Remote job distribution, with an average salary of $126,377 per year, or $60.8 per hour.

Deputy Director, Workforce Development

Osborne Association

Brooklyn, NY • On-site

$80K - $85K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 13 days ago

Job description

Job Type
Full-time
Description
The Osborne Association serves individuals, families, and communities affected by the criminal justice system. Through our programs, we offer opportunities for people to heal from and repair harm, restore their lives, and thrive. We challenge systems rooted in racism and retribution and fight for policies and practices that promote true safety, justice, and liberation.
At Osborne, we are guided by core values and shared beliefs. We honor everyone's capacity to change, celebrate our shared humanity, are united in our pursuit of justice and equity, take all possible steps to keep our commitments, and advocate for people and principles with fierce and tenacious determination.
We currently seek a full-time Deputy Director to join our Workforce Development team. Reporting out of our Brooklyn office, the Deputy Director of Workforce Development will play a key role in designing, implementing, and overseeing strategies to enhance Workforce Development programming. They will collaborate with internal and external stakeholders to leverage resources, build partnerships, and expand workforce opportunities. Additionally, the Deputy Director will ensure all program contractual obligations are met and provide supervision to direct support staff.
Salary: $80,000 - $85,000 annually
Essential Duties:
  • Provide direct supervision, coaching, and performance management to the Workforce Unit's Brooklyn Site Coordinator, LGBTQIA+ Case Management Program Coordinator, and CASES Career Coach, ensuring high-quality service delivery, staff accountability, and achievement of program goals.
  • Lead the coordination, implementation, and oversight of Workforce Development programs by providing staff with ongoing training, technical assistance, guidance, and support to ensure effective service delivery and adherence to organizational policies and funder requirements.
  • Develop, coordinate, and oversee recruitment, outreach, and engagement strategies to maximize participant enrollment, strengthen community partnerships, and increase program participation.
  • Monitor program performance through the collection, analysis, and evaluation of program data, identifying trends and implementing continuous quality improvement initiatives to enhance participant outcomes and program effectiveness.
  • Review, prepare and submit timely program reports, performance updates, and operational analyses to the Workforce Development Director, highlighting accomplishments, challenges, compliance status, and recommendations for improvement.
  • Coordinate and oversee the implementation of industry-recognized workforce training programs, including but not limited to OSHA, Site Safety Training (SST), Food Protection, and other credentialing opportunities, ensuring compliance with contractual deliverables, participant eligibility requirements, and certification standards.
  • Build, strengthen, and maintain collaborative relationships with funders, employers, community-based organizations, training providers, government agencies, and other key stakeholders to support program growth, participant success, and long-term sustainability.
  • Plan, coordinate, and facilitate regular staff meetings, individual supervision sessions, case conferences, and cross-functional planning meetings, implementing corrective actions, coaching strategies, and operational improvements as necessary.
  • Collaborate closely with internal departments, including Fiscal, Human Resources, Data and Evaluation, Compliance, Development, and Program Operations, to ensure seamless coordination of services and alignment with organizational priorities and strategic initiatives.
  • Conduct monthly program audits and quality assurance reviews to ensure compliance with organizational policies, contractual obligations, regulatory requirements, documentation standards, and best practices, while developing corrective action plans when necessary.
  • Coordinate and manage Workforce Development graduation ceremonies and recognition events, including developing the event "Run of Show," coordinating invitations for graduates, guest speakers, employers, funders, and internal/external stakeholders, overseeing event logistics, and ensuring successful execution of all event-related activities.
  • Oversee the request, inventory, distribution, and closeout of participant support goods, including OMNY cards, gift cards, and other approved incentives, ensuring fiscal accountability and compliance with organizational and funder requirements.
  • Ensure the timely and accurate documentation of participant support goods in the Electronic Case Management (ECM) system to support compliance, reporting, and audit readiness.
  • Ensure program operations consistently reflect the organization's mission, values, and strategic objectives while fostering a culture of accountability, collaboration, equity, and participant-centered service delivery.
  • In-person attendance is required to collaborate with co-workers
  • Perform other duties as assigned

Requirements
Minimum Qualifications
  • Bachelor's Degree in Criminal Justice, Public Administration or related field with three to five years of progressively responsible program management experience; in lieu of a degree High Diploma or equivalent required with at least 5 years of experience supporting a social service agency in a supervisory capacity.
  • Masters Degree in social work or related fields strongly preferred.
  • Experience creating processes that enhance program performance
  • Knowledge of workforce development and experience supporting criminal justice impacted individuals
  • Experience managing both performance-based contracts and cost reimbursement contracts preferred

Key Competencies:
  • Strong analytical skills with the ability to collect, organize, analyze, and disseminate large amounts of data while succinctly summarizing conclusions to leadership and key stakeholders
  • Ability to work effectively under tight deadlines, strong attention to detail, and time management skills
  • Ability to work in teams and collaborate effectively with people in different functions
  • Ability to take the initiative and drive for results
  • Ability to communicate with all levels of the organization and build strong relationships
  • Proficiency in Microsoft Office, Google Suite, and case management software (i.e.: Salesforce, nFORM)
  • Strong verbal and written communication skills
  • Effective decision-making skills
  • Knowledge and understanding of the various workforce sectors
  • Knowledge and understanding of government contracts
  • Experience working with criminal justice involved individuals
  • Interpersonal and problem resolution skills
  • Strong supervisory skills

Benefits of Working at Osborne
Generous benefits include four weeks of vacation, tuition reimbursement, a flexible work schedule, excellent Medical, Dental, and Vision insurance, and a 403(b) plan with a company match. Career development through ongoing training and individual development plans.
The Osborne Association is an EEO/Affirmative Action employer and a VEVRAA Federal Contractor. All qualified applicants will receive consideration for employment and will not be discriminated against based on race, color, religion, sex, sexual orientation, national origin, age, disability, protected veteran status, unemployment status, or any other protected category. The Osborne Association takes affirmative action in support of its policy to advance in employment individuals who are minorities, women, protected veterans, and individuals with disabilities.
Thank you for your interest in the Osborne Association. Be sure to include a cover letter with your application. No phone calls please. We wish we could personally respond to each application. However, we are unable to do so due to the volume of interest received.
** Salary is based on commensurate experience and other qualifications.

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